2,4-Dichloro-6-methoxyquinazoline

Base Information

• Chemical Name: 2,4-Dichloro-6-methoxyquinazoline
• CAS No.: 105763-77-7
• Molecular Formula: C9H6Cl2N2O
• Molecular Weight: 229.065
• Hs Code.: 2933990090
• European Community (EC) Number: 874-549-7
• DSSTox Substance ID: DTXSID60433794
• Nikkaji Number: J3.059.030I
• Wikidata: Q72466711
• Mol file: 105763-77-7.mol

Synonyms:2,4-Dichloro-6-methoxyquinazoline;105763-77-7;2,4-dichloro-6-methoxy-quinazoline;6-METHOXY-2,4-DICHLOROQUINAZOLINE;QUINAZOLINE, 2,4-DICHLORO-6-METHOXY-;MFCD09954880;SCHEMBL857818;DTXSID60433794;WEAMQTSRMCCGSJ-UHFFFAOYSA-N;BCP06299;AKOS015852157;CS-W003701;GS-3896;PB14779;SY007275;AM20020159;FT-0682250;2,4-dichloro-6-methoxyquinazoline, AldrichCPR;EN300-3568954;W-204590;Z1269139166

Chemical Property of 2,4-Dichloro-6-methoxyquinazoline

Chemical Property:

• Appearance/Colour: white or almost white power
• Melting Point: 171 °C
• Boiling Point: 315.923 °C at 760 mmHg
• PKA: -0.67±0.30(Predicted)
• Flash Point: 144.865 °C
• PSA: 35.01000
• Density: 1.451 g/cm³
• LogP: 2.94520
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 227.9857182
• Heavy Atom Count: 14
• Complexity: 205

Purity/Quality:

99% ^*data from raw suppliers

2,4-Dichloro-6-methoxyquinazoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)N=C(N=C2Cl)Cl

Technology Process of 2,4-Dichloro-6-methoxyquinazoline

There total 10 articles about 2,4-Dichloro-6-methoxyquinazoline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

6-Methoxyquinazolin-2,4-dione (32618-84-1) → 2,4-dichloro-6-methoxy-quinazoline (105763-77-7)

Guidance literature:

With N,N-dimethyl-aniline; trichlorophosphate; at 120 ℃; for 2h;

Reference yield: 96.0%

bis(trichloromethyl) carbonate (32315-10-9) + 2-amino-5-methoxybenzonitrile (23842-82-2) → 2,4-dichloro-6-methoxy-quinazoline (105763-77-7)

Guidance literature:

bis(trichloromethyl) carbonate; With triethylamine; Triphenylphosphine oxide; In chlorobenzene; at 20 ℃; for 0.5h; Cooling with ice;

2-amino-5-methoxybenzonitrile; In chlorobenzene; at 120 ℃; for 6h;

DOI:10.3987/COM-12-12466

Reference yield: 94.0%

3-(hydroxyimino)-5-methoxyindolin-2-one (109103-45-9) → 2,4-dichloro-6-methoxy-quinazoline (105763-77-7)

Guidance literature:

With bis(trichloromethyl) carbonate; Tris(4-methoxyphenyl)phosphine oxide; In chlorobenzene; at 120 ℃; for 3h;

DOI:10.1080/10426507.2020.1782910

upstream raw materials:

6-Methoxyquinazolin-2,4-dione

2-Amino-5-methoxybenzoic acid

5-methoxy-2,4-dioxo-1,2,3,4-tetrahydroquinazoline

bis(trichloromethyl) carbonate

Downstream raw materials:

2-chloro-6-methoxy-N-methyl-N-phenylquinazolin-4-amine

2-chloro-6-methoxy-3H-quinazolin-4-one

2-((2-chloro-6-methoxy-4-oxoquinazolin-3(4H)-yl)methyl)benzonitrile

(1R,2S)-N-tert-butoxycarbonyl-2-(2-chloro-6-methoxyquinazolin-4-yl)aminocyclohexylamine

Refernces

• 1、 Qin, Jinjing,Li, Zhenhua,Ma, Shengzhe,Ye, Lixian,Jin, Guoqiang,Su, Weike. "One-pot cascade ring enlargement of isatin-3-oximes to 2,4-dichloroquinazolines mediated by bis(trichloromethyl)carbonate and triarylphosphine oxide". supporting information. p. 1007 - 1012. Retrieved 2020/07/10.
• 2、 Han, Sheng,Sang, Yali,Wu, Yan,Tao, Yuan,Pannecouque, Christophe,De Clercq, Erik,Zhuang, Chunlin,Chen, Fen-Er. "Molecular Hybridization-Inspired Optimization of Diarylbenzopyrimidines as HIV-1 Nonnucleoside Reverse Transcriptase Inhibitors with Improved Activity against K103N and E138K Mutants and Pharmacokinetic Profiles". . . Retrieved 2019/11/11.